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Check prices for these dates

Next weekend
29 May - 31 May
In two weeks
5 Jun - 7 Jun
In one month
19 Jun - 21 Jun
In two months
17 Jul - 19 Jul

Our top choices for Southold bed & breakfast

IPod dock, MP3 dock

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (263 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is 6.164.233 ₫
6.842.299 ₫ total
includes taxes & fees
20 May - 21 May
The Captain Stannard
Fireplace

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (191 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is 8.506.426 ₫
9.442.133 ₫ total
includes taxes & fees
26 May - 27 May
Westbrook Inn B&B
Property entrance

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (257 reviews)
"Room was very clean and staff very friendly!"
United States
Dawn
The price is 7.879.248 ₫
9.924.361 ₫ total
includes taxes & fees
8 Jun - 9 Jun
The Sagaponack
Interior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful stay"
United States
Judy
The price is 11.182.091 ₫
12.775.539 ₫ total
includes taxes & fees
21 May - 22 May
Vine & Sand
Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (92 reviews)
"Beautiful property- wonderful staff- clean, comfortable and relaxed feeling with a lovely breakfast 😄"
United States
Anthony
The price is 11.832.497 ₫
13.134.072 ₫ total
includes taxes & fees
20 May - 21 May
The Homestead
Interior

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (242 reviews)
"We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful."
United States
Brian
The price is 8.986.559 ₫
9.975.081 ₫ total
includes taxes & fees
1 Jun - 2 Jun
The Scranton Seahorse Inn
Beach nearby

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
The price is 15.231.456 ₫
17.665.590 ₫ total
includes taxes & fees
1 Jun - 2 Jun
The Huntting Inn
Outdoor dining

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24 reviews)
"This was a great place to stay with old word charm. If you are looking for a quiet getaway with a beautiful view of the ocean this is it. The breakfast that we had were much better that what you could get in town. My wife and I can't wait to go back."
United States
steve
Stirling House Bed & Breakfast
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (151 reviews)
"Parking was easy and secure. Check in was simple. Room was clean. Location to town center was great. Disappointed that restaurant wasn’t open for breakfast and in-room coffee machine unsatisfactory. Overall I was satisfied. "
United States
Kathie
The price is 6.851.780 ₫
7.828.159 ₫ total
includes taxes & fees
20 May - 21 May
Harpoon House
Front of property – evening/night

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (84 reviews)
"The breakfast is amazing, beds super comfortable and grounds stunning. Location was perfect and staff wonderful. Also the tub in our room was incredible. Only suggestion would be for coffee in the room in the morning. Otherwise it was a literal perfect stay "
United States
Jessica
The price is 11.858.400 ₫
14.903.374 ₫ total
includes taxes & fees
21 May - 22 May
Mill House Inn
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.0 out of 10, Very good, (37 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is 5.768.453 ₫
6.590.635 ₫ total
includes taxes & fees
31 May - 1 Jun
West Neck Guesthouse
Beach nearby, sun-loungers, beach umbrellas, beach towels

The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (73 reviews)
"Excellent place"
United States
Miguel
The price is 18.949.723 ₫
22.941.260 ₫ total
includes taxes & fees
15 Jun - 16 Jun
The Hedges Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southold Hotel Reviews

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

10/10 Excellent
"We had a wonderful time! The cottage was exceptionally clean and comfortable! We'll definitely be going back!"
Lisa 2-night trip
Posted 8 hours ago
North Fork Cottages & RV Resort

Find out more about Southold

Southold B&B information

Number of reviews
1,359
Accommodation
30 B&B
Lowest Price
6.590.635 ₫
Highest Price
22.941.260 ₫

Frequently asked questions

Searching for B&Bs in Southold?
If you're interested in something a little more offbeat than your standard hotel experience, a stay at a bed and breakfast might be the perfect option for your getaway. If you'd like to spend some time by the water during your time in Southold, Horton Lane Beach and McCabe's Beach are worth a stop.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to socialise with other guests and of course a full breakfast to start the day, B&Bs offer a truly one-of-a-kind setting.
How many bed & breakfasts will I find in Southold?
Expedia has 5 B&Bs for your time in Southold.
When is the best time to book my B&B in Southold?
When you're dreaming of a escape to Southold, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.
What is there to do in Southold?
If you're looking for some activities to entertain you on your trip, consider visiting Sparkling Pointe and Mattebella Vineyards. You should put Croteaux Vineyards and Horton Lane Beach on your list if you want to see more of the area.
How can I get to and around Southold?
Mapping out your trip in and around Southold is easy with these transportation options. Fly into East Hampton, NY (HTO), which is located 11.8 mi (18.9 km) from the heart of the city. Otherwise, you can search for flights to Westhampton, NY (FOK-Francis S. Gabreski), which is 19 mi (30.6 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.

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